A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

2 Star Hotels in Windley Key, Islamorada

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windley Key 2 Star Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Windley Key 2-star hotels

A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.
A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.
A beach with palm trees, lounge chairs, and a view of the ocean.
A wooden interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.

1. Rock Reef Resort

Rock Reef Resort
Rock Harbor
United States
Tia
€100
includes taxes & fees
4 Oct - 5 Oct
Rock Reef Resort
A beach with palm trees, lounge chairs, and a clear view of the ocean.
A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.
A clear blue pool with lounge chairs and palm trees.
A resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.

2. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
Key Largo
United States
Cory
€115
includes taxes & fees
15 Oct - 16 Oct
Hampton Inn Key Largo Manatee Bay
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.
A garden with various trees and a gravel path.
A view through a door of a tropical outdoor area with a pathway leading to a beach, palm trees, and a clear sky.
A balcony with a view of the sea, a beach, and a thatched hut.

3. Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
United States
Payton
€116
includes taxes & fees
12 Oct - 13 Oct
Sunset Cove Beach Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.
A beach with thatched umbrellas, palm trees, and lounge chairs.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.
A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.

4. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Zack
€95
includes taxes & fees
4 Oct - 5 Oct
Breezy Palms Resort
A beach with palm trees, a dock, and a boat named "STYX".
Two purple Adirondack chairs on a sandy beach with palm trees and a clear blue sky.
A pathway leading to a building surrounded by lush tropical vegetation and a view of the sea.
A thatched-roof hut surrounded by lush greenery and vibrant red flowers.

5. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
Key Largo
United States
Kathleen
€91
includes taxes & fees
4 Oct - 5 Oct
The Pelican Key Largo Cottages
A wooden dock extending over calm turquoise water, lined with white railings and palm trees.
A hallway with a tiled floor, a painting on the wall, a lamp, and a view of a pool area.
A swimming pool with a rock waterfall feature and a 3 ft depth marker.
A waterfront patio with outdoor seating, a yellow umbrella, and a view of the water.

6. Creekside Inn

Creekside Inn
Tavernier
United States
Terry
€138
includes taxes & fees
8 Oct - 9 Oct
Creekside Inn
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.
A modern living room with a sofa, a glass coffee table, a TV, and a sliding door leading to a bedroom.
A modern living room with a dark brown sofa, a coffee table, and a blue lamp. There is a kitchen area with a microwave and a coffee machine. A painting of a beach scene is on the wall.
A beach with lounge chairs, kayaks, and a wooden pier.

7. Drift Hotel

Drift Hotel
Key Largo
United States
kelly
€102
includes taxes & fees
7 Oct - 8 Oct
Drift Hotel
A white building with a purple door, surrounded by palm trees.
A beachside seating area with two white Adirondack chairs and a small table under a thatched roof structure.
A bedroom with a bed, nightstands, a bench, a TV, a painting, and a view through a glass door.
A beach with a thatched hut, palm trees, and a calm sea.

8. Amoray Dive Resort

Amoray Dive Resort
Key Largo
United States
P
€108
includes taxes & fees
4 Oct - 5 Oct
Amoray Dive Resort
A multi-story hotel with balconies, palm trees, and a view of the water.
A swimming pool with lounge chairs and palm trees.
A spacious lobby with a reception desk, seating area, and a large aquarium display.
A beachside area with palm trees, a wooden bench, and a wheelchair-accessible sign.

9. Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
Key Largo
United States
Francisco
€161
includes taxes & fees
15 Oct - 16 Oct
Marina Del Mar Resort and Marina
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.
A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.
A beachfront property with a white building, a balcony with a white railing, and palm trees.

10. La Jolla Resort

La Jolla Resort
Matecumbe
United States
Kayla
€131
includes taxes & fees
5 Oct - 6 Oct
La Jolla Resort
A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.
A beach scene with colorful Adirondack chairs, a blue umbrella, and a view of the ocean.
A bakery display case with various muffins and frittatas labeled with flavors like blueberry, cranberry orange, banana walnut, chocolate, egg cheese vegetable fritta, egg sausage fritta, and egg cheese fritta.
A pathway lined with palm trees and a speed limit sign of 5 MPH.

11. Seafarer Key Largo

Seafarer Key Largo
Rock Harbor
United States
ANDREW
€104
includes taxes & fees
4 Oct - 5 Oct
Seafarer Key Largo
A view through a window with metal bars, featuring a beach with palm trees, a thatched umbrella, and a wooden dock.
A beachside resort with lounge chairs, a pool, and palm trees.
A tropical resort with a paved pathway leading to a building, surrounded by palm trees and lush greenery.
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a sign indicating no diving.

12. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
Rock Harbor
United States
Karen
€184
includes taxes & fees
4 Oct - 5 Oct
Kona Kai Resort and Gallery - Adults Only
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.
A compact kitchen with modern appliances, a dining area with a sofa, and a large window providing natural light.
A sign for Matecumbe Resort with a full kitchen and heated pool.
A beach view with palm trees and a thatched-roof structure.

13. Matecumbe Resort

Matecumbe Resort
Matecumbe
United States
angel
€143
includes taxes & fees
4 Oct - 5 Oct
Matecumbe Resort
A beachside lounge with wooden lounge chairs and blue umbrellas, overlooking a calm sea and docked boats.
A reception desk with a floral arrangement, framed welcome sign, and a check-in/out schedule.
A beach with wooden lounge chairs and umbrellas, palm trees, and a clear view of the ocean.
A tropical resort with a wooden deck leading to a blue door, surrounded by lush greenery and palm trees.

14. Island Bay Resort

Island Bay Resort
Tavernier
United States
Katie Lyn
Island Bay Resort
A pier extending into clear blue water with boats docked.
A beachside area with thatched umbrellas, picnic tables, and a pool.
A beach with a thatched umbrella, lounge chairs, and a pool.
An aerial view of a coastal resort with multiple buildings, a dock with boats, and a clear view of the ocean.

15. Edgewater Lodge

Edgewater Lodge
Long Key
United States
Leda
€178
includes taxes & fees
11 Oct - 12 Oct
Edgewater Lodge
A beach with rows of sun loungers and palm trees.
A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.
Three Adirondack chairs facing a sunset over a body of water.
A spacious room with a high ceiling, a ceiling fan, a dining table with chairs, a sofa, and a television mounted on the wall.

16. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
United States
Nathalie
€156
includes taxes & fees
18 Oct - 19 Oct
Ragged Edge Resort & Marina
A pool area with palm trees and a building with a white roof.
A wooden deck overlooking clear turquoise water with a backdrop of dense green foliage and a clear blue sky.
A spacious interior with a central open area, a balcony with a railing, and a tiled floor.
A coastal property with a grassy lawn, palm trees, and a white fence overlooking the sea.

17. Bahia Bay Resort

Bahia Bay Resort
Rock Harbor
United States
Ben
€151
includes taxes & fees
5 Oct - 6 Oct
Bahia Bay Resort
A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.
A bedroom with a bed, a nightstand, a chair, and a door.
A swimming pool with a 5 ft depth marker, surrounded by palm trees and a white picket fence.
A hotel room with two beds, each with a different patterned bedspread, a nightstand with a lamp, framed artwork on the wall, and an air conditioning unit.

18. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Maria
€185
includes taxes & fees
6 Oct - 7 Oct
The Ocean View Inn & Pub
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.
A beach with an American flag, palm trees, and a barbecue area.
A two-story building with a balcony, surrounded by palm trees and a sandy ground.
A spacious living area with a round dining table, a sofa, and a TV mounted on the wall.

19. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Nicolas
€203
includes taxes & fees
12 Oct - 13 Oct
Sands of Islamorada
An aerial view of a tropical resort with clear waters, a dock, and several kayaks.
A house with a covered porch, surrounded by palm trees and lush greenery.
A covered outdoor area with a table and chairs, a wooden deck, and a view of palm trees and the ocean.
A gazebo with a bench, surrounded by trees and gravel.

20. Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo
Rock Harbor
United States
jazmin
Coconut Bay Resort Key Largo
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Windley Key.
Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL
€200
5 Oct - 6 Oct
includes taxes & fees
9.2/10 Wonderful! (1,788 reviews)
Chesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

201 Ocean Drive Key Largo FL
€147
4 Oct - 5 Oct
includes taxes & fees
9/10 Wonderful! (1,493 reviews)
Waterside Suites & Marina
Bayside Inn Key Largo

Bayside Inn Key Largo

99490 Overseas Hwy Key Largo FL
€140
5 Oct - 6 Oct
includes taxes & fees
8.6/10 Excellent! (1,851 reviews)
Bayside Inn Key Largo
Still don't see what you're looking for?
See all properties in Windley Key.
You can also use these popular filters to refine your search.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Windley Key

Check out the local area in Windley Key—home to attractions like Windley Key Fossil Reef Geological State Park and Hog Heaven.

See all hotels in Windley Key
A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Top Windley Key Hotel Reviews

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"So serene and peaceful Love this place!!"
Kathleen 2-night trip
Posted 16 hours ago
The Pelican Key Largo Cottages

Explore a world of travel with Expedia